Stereoselective Hydrocyanation of Alkenyl Sulfoxides as a Method to Highly Enantiomerically Enriched Compounds with Tertiary and Quaternary Chiral Carbon Atoms
作者:Jose L. García Ruano、Marta Cifuentes García、Nieves M. Laso、Ana M. Martín Castro、Jesús H. Rodríguez Ramos
DOI:10.1002/1521-3773(20010702)40:13<2507::aid-anie2507>3.0.co;2-r
日期:2001.7.2
Terminal alkynes are easily transformed into enantiomerically enriched compounds containing tertiary and quaternary carbon atoms. Sulfinylation followed by reduction (or alkylation) and hydrocyanation of the resulting vinyl sulfoxides with Et2 AlCN provides nitriles bearing the chiral center, which can in turn undergo reaction to form the desired products. Tol=4-tolyl.
末端炔烃易于转化为对映体富集的含有叔碳原子和季碳原子的化合物。进行亚磺酰化,然后进行还原(或烷基化)和用Et 2 AlCN进行生成的乙烯基亚砜的氢氰化,使腈带有手性中心,然后该腈可以进行反应以形成所需的产物。Tol = 4-甲苯基。